Pyrrolidine-Camphor Derivative as an Organocatalyst for Asymmetic Michael Additions of α,α-Disubstituted Aldehydes to β-Nitroalkenes: Construction of Quaternary Carbon-Bearing Aldehydes under Solvent-Free Conditions

Autor:	Ssu Hsien Li, Kwunmin Chen, Raju Jannapu Reddy, Chihliang Chang
Rok vydání:	2009
Předmět:	chemistry.chemical_compound Camphor Solvent free chemistry Yield (chemistry) Organic chemistry General Chemistry Efficient catalyst Derivative (chemistry) Pyrrolidine Benzoic acid Quaternary carbon
Zdroj:	Advanced Synthesis & Catalysis. 351:1273-1278
ISSN:	1615-4169 1615-4150
DOI:	10.1002/adsc.200800771
Popis:	A novel pyrrolidine-camphor organocata- lyst 3 was designed, synthesized and proven to be an efficient catalyst for the asymmetric Michael re- action. Treatment of a,a-disubstituted aldehydes with b-nitroalkenes in the presence of 20 mol% or- ganocatalyst 3 and 20 mol% benzoic acid under sol- vent-free conditions provided the desired Michael product possessing an all-carbon quaternary center with high chemical yields (up to 99% yield) and high levels of enantioselectivities (up to 95% ee).
Databáze:	OpenAIRE
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